triflusulfuron-methyl (Ref: DPX 66037) ** triflusulfuron ** IN 66037 ** T 478 ** Translations

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GENERAL INFORMATION
for triflusulfuron-methyl

Description: A post-emergence herbicide for the control many annual and perennial broad-leaved weeds

Example pests controlled: Black bindweed; Charlock; Chickweed; Cleavers; Fathen; Field pansy; Fools parsley, Knotgrass; Redshank; Volunteer rape

Example applications: Sugarbeet; Fodder beet; Mangolds

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1992

EC Regulation 1107/2009 (repealing 91/414):

Status	Approved
Dossier rapporteur/co-rapporteur	France/Denmark
Date inclusion expires	31/12/2019
EU Candidate for substitution (CfS)	No
Listed in EU database	Yes

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure:

Isomerism	None
Chemical formula	C17H19F3N6O6S
Canonical SMILES	CC1=CC=CC(=C1S(=O)(=O)NC(=O)NC2=NC(=NC(=N2)OCC(F)(F)F)N(C)C)C(=O)OC
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	IMEVJVISCHQJRM-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C17H19F3N6O6S/c1-9-6-5-7-10(12(27)31-4)11(9)33(29,30)25-15(28)22-13-21-14(26(2)3)24-16(23-13)32-8-17(18,19)20/h5-7H,8H2,1-4H3,(H2,21,22,23,24,25,28)
2D structure diagram/image available?	Yes

General status:

Pesticide type	Herbicide
Substance group	Sulfonylurea
Minimum active substance purity	96%
Known relevant impurities	EU dossier - N,N-dimethyl-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine 6/g/kg
Substance origin	Synthetic
Mode of action	Selective, inhibits amino acid sysnthesis. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS
CAS RN	126535-15-7
EC number	-
CIPAC number	731.201
US EPA chemical code	129002
PubChem CID	92434
Molecular mass (g mol-1)	492.43
PIN (Preferred Identification Name)	methyl 2-({[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]carbamoyl}sulfamoyl)-3-methylbenzoate
IUPAC name	methyl 2-[4-dimethylamino-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylcarbamoylsulfamoyl]-m-toluate
CAS name	methyl 2-[[[[[4-(dimethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]amino]carbonyl]amino]sulfonyl]-3-methylbenzoate
Other status information	-
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	B
Herbicide Resistance Classification (WSSA)	2
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	Not applicable
Examples of recorded resistance	-
Physical state	White crystalline solid
Related substances & organisms	lenacil triflusulfuron

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	DuPont
Example products using this active	Debut Upbeet Safari
UK LERAP status	Buffer probably required in UK - see product label
Formulation and application details	Often supplied as water dispersible granules that are mixed with water and used as a spray.

ENVIRONMENTAL FATE
for triflusulfuron-methyl

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		260	A5 - @ 25 DegC	Moderate
Solubility - In organic solvents at 20oC (mg l-1)		27000	A5 - Ethyl acetate	-
		120000	A5 - Acetone	-
		1.6	A5 - Hexane	-
		17000	A5 - Methanol	-
Melting point (oC)		160	A5	-
Boiling point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		159	A5	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	9.12 X 1000	Calculated	-
	Log P	0.96	A5 - @ 25 DegC	Low
Bulk density (g ml-1)/Specific gravity		1.46	B5	-
Dissociation constant (pKa) at 25oC		4.4	A5	-
		Note: Weak acid
Vapour pressure at 20oC (mPa)		6.0 X 10-07	A3	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		1.4 X 10-09	A3	Non-volatile
GUS leaching potential index		1.82	Calculated	Transition state
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	8.83 X 10-03	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		67.92	A5 at 20oC, 98.9%	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	3	B5	Non-persistent
	DT50 (lab at 20oC)	6.5	A5	Non-persistent
	DT50 (field)	5	A5	Non-persistent
	DT90 (lab at 20oC)	31.1	A5	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	EU dossier lab studies DT50 range 5-12 days, DT90 range 18-69 days; Other studies: DT50 2-4 days (F3)
Dissipation rate RL50 on plant matrix	Value	-	-	-
	Note	-
Dissipation rate RL50 on and in plant matrix	Value	-	-	-
	Note	-
Aqueous photolysis DT50 (days) at pH 7	Value	13.9	A5	Moderately fast
	Note	pH sensitive: 3.8 days @ pH 5, 24.6 days at pH 9
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	32	A5	Moderately persistent
	Note	pH sensitive: 3.7 days at pH 5, 36 days at pH 9
Water-sediment DT50 (days)		24	A5	Fast
Water phase only DT50 (days)		30	A5	Stable

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	0.68	A5	Mobile
	Kfoc	58
	1/n	0.92
	Notes and range	EU dossier Kf range 0.36-1.28 mL/g, Kfoc range 25-132 mL/g, 1/n range 0.90-0.94, Soils=5
pH sensitivity		No

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
methyl saccharine (Ref: IN-W6725)		Soil	0.837	Major fraction, Relevant
N,N-dimethyl-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine (Ref: IN-D8526)		Soil	0.923	Major fraction, Relevant
N-desmethyl triazine amine (Ref: IN-E7710)		Soil	0.359	Major fraction, Relevant
N,N-bis-desmethyl triazine amine (Ref: IN-M7222)		Soil	0.129	Major fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
triflusulfuron (Ref: ) Note: Major fraction, Relevant	-	Water/sediment	-	-
N,N-dimethyl-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine (Ref: IN-D8526) Note: Soil DT50 = 74–664 days	triazine amine	Soil (Aerobic)	-	-
N-methyl-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine (Ref: IN-E7710) Note: Soil DT50 = 30–393 days	N-desmethyl triazine amine	Soil (Aerobic)	-	-
6-(2,2,2-trifluoroethoxy)-1,3,5-triazine-2,4-diamine (Ref: IN-M7222)	N,N-bis-desmethyl triazine amine	Rat; Plant; Soil (Aerobic)	-	-

ECOTOXICOLOGY
for triflusulfuron-methyl

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	1.3	Q2 Estimated	Low potential
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	> 6.9	B5 Rat	High
	(ppm diet)	> 100		-
Birds - Acute LD50 (mg kg-1)		> 2250	A5 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		> 1535 mg kg bw-1 day-1	A5 Anas platyrhynchos	-
Fish - Acute 96 hour LC50 (mg l-1)		730	A5 Oncorhynchus mykiss	Low
Fish - Chronic 21 day NOEC (mg l-1)		57.7	A5 Oncorhynchus mykiss	Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		> 960	A5 Daphnia magna	Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		11.0	A5 Daphnia magna	Low
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		-	-	-
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		-	-	-
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		0.0028	A5 Lemna gibba	High
Non-target plants		17.8	A5 Grain sorghum Vegetative vigour, ER50 as g/ha	-
		23.5	A5 OSR Seedling emergence, ER50 as g/ha	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.046	A5 Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	> 100	A5	Low
	Oral acute 48 hour LD50 (μg bee-1)	> 100	A5	Low
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		> 1000	A5 Eisenia foetida	Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		250	A4 Eisenia foetida, 56 day	Low
Other soil macro-organisms - e.g. Collembola	LR50 / EC50 / NOEC / % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	120	>, as product ha-1 (WG 50: Conc 50 g as/L) A5 Aphidius rhopalosiphi	-
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	120	>, as product ha-1 (WG 50: Conc 50 g as/L) A5 Typhlodromus pyri	-
	% Effect	-	-	-
Soil micro-organisms		Nitrogen mineralisation: No adverse effect Carbon mineralisation: No adverse effect	A5 Dose: 7.5x field rate, 56 days	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for triflusulfuron-methyl

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A5 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 5.1	A5 Rat, 4 hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.04	A5 Rat, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		1.2	A5 Rat, SF=100	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.04	A5 Rat, SF=100	-
Dermal penetration studies (%)		50	A5	-
Dangerous Substances Directive 76/464		List II	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	No unacceptable risks to bystanders identified
	Occupational	No unacceptable risks to operators or other workers identified
European MRLs		Click here for the EU MRL pesticide database
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l-1)		-	-	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Cholinesterase inhibitor	Neurotoxicant
	-	-			-
Respiratory tract irritant	Skin irritant	Skin sensitiser	Eye irritant	Phototoxicant
		-		-
General human health issues		May affect body weight and food intake Possible liver toxicant USEPA - possible human carcinogen

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		Not explosive or oxidising Treat fires with water spray, foam, dry chemical or CO2
CLP classification 2013		Environment: H400, H410
EC Risk Classification		Carcinogen category 3: R40
EC Safety Classification		-
WHO Classification		U	-	Unlikely to present an acute hazard
US EPA Classification (formulation)		III	-	Caution - Slightly toxic
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for triflusulfuron-methyl

Language	Name
English	triflusulfuron-methyl
French	triflusulfuron-methyle
German	Triflusulfuron
Danish	triflusulfuron-methyl
Italian	triflusulfuron-metile
Spanish	triflusulfuron-metil
Greek	-
Slovenian	triflusulfuron-metil
Polish	triflusulfuron metylu
Swedish	triflusulfuronmetyl
Hungarian	triszulfuron-metil
Dutch	-

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Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk